Table 3.
1H NMR shifts of korormicins G–K (2–6).
| No. | Korormicin | |||||
|---|---|---|---|---|---|---|
| G (2) | H (3) | I (4) | I (4) | J (5) | K (6) | |
| δH (J Hz) a | δH (J Hz) b | δH (J Hz) b | δH (J Hz) a | δH (J Hz) a | δH (J Hz) a | |
| 1 | - | - | - | - | - | - |
| 2 | - | - | - | - | - | - |
| 3 | 4.72, ddd (11.5, 9.2, 5.6) | - | - | - | 4.70, ddd (11.2, 9.2, 6.1) | 4.70, ddd (11.2, 9.2, 5.6) |
| 4 | 2.78, dd (12.8, 9.2) 1.90, dd (12.8, 11.5) | 7.39, s | 7.39, s | 7.37, s | 2.78, dd (12.8, 9.2) 1.90, dd (12.8, 11.2) | 2.78, dd (12.9, 9.2) 1.90, dd (12.9, 11.2) |
| 5 | - | - | - | - | - | - |
| 6 | 1.76, dq (14.7, 7.5) 1.68, dq (14.7, 7.5) | 1.76, q (7.5) | 1.76, q (7.4) | 1.82, q (7.4) | 1.77, dq (14.4, 7.5) 1.70, dq (14.4, 7.5) | 1.76, dq (14.7, 7.5) 1.69, dq (14.7, 7.5) |
| 7 | 1.0, t (7.5) | 0.76, t (7.5) | 0.76, t (7.4) | 0.90, t (7.4) | 1.00, t (7.5) | 1.00, t (7.5) |
| 8 | 1.47, s | 1.41, s | 1.41, s | 1.50, s | 1.49, s | 1.47, s |
| NH | 6.58, d (5.6) | 9.91, br s | 9.88, br s | 8.22, br s | 6.59, d (6.1) | 6.60, d (5.6) |
| 1′ | - | - | - | - | - | - |
| 2′ | 2.51, dd (15.4, 8.7) 2.45, dd (15.4, 3.2) | 2.60, dd (14.4, 8.0) 2.41, dd (14.4, 4.6) | 2.60, dd (14.4, 8.0) 2.41, dd (14.4, 5.2) | 2.63, dd (15.8, 8.7) 2.58, dd (15.8, 3.1) | 2.49, dd (15.5, 8.6) 2.45, dd (15.5, 3.2) | 2.49, dd (15.3, 8.5) 2.45, dd (15.3, 3.5) |
| 3′ | 5.01, br ddd (9.4, 8.7, 3.2) | 4.85, br dddd (9.2, 8.0, 4.6, 4.1) | 4.84, dddd (9.1, 8.0, 5.2, 4.7) | 5.06, ddt (9.4, 8.7, 3.1) | 5.01, m | 5.00, ddd (9.4, 8.5, 3.5) |
| OH | 5.16, br d (4.1) | 5.11, d (4.7) | ||||
| 4′ | 5.39, dd (11.3, 9.4) | 5.30, br dd (11.1, 9.2) | 5.28, dd (11.1, 9.1) | 5.41, dd (11.1, 9.4) | 5.35, dd (11.3, 9.4) | 5.33, br dd (11.3, 9.4) |
| 5′ | 6.07, br t (11.3) | 5.92, t (11.1) | 5.91, t (11.1) | 6.09, t (11.1) | 6.05, br t (11.3) | 6.05, br t (11.3) |
| 6′ | 6.47, br dd (15.0, 11.3) | 6.45, br dd (14.8, 11.1) | 6.41, br dd (14.8, 11.1) | 6.45, br dd (14.9, 11.1) | 6.34, br dd (14.9, 11.3,1.5) | 6.34, ddd (14.7, 11.3, 0.8) |
| 7′ | 5.82, br dt (15.0, 6.8) | 5.71, br dt (14.8, 7.1) | 5.71, br dt (14.8, 7.5, 7.2) | 5.81, dt (14.9, 7.2) | 5.75, dt (14.9, 6.7) | 5.75, br dt (14.7, 6.9) |
| 8′ | 2.36, br dd (6.8, 6.2) | 2.62, m 2.45, br dd (15.7, 8.3) | 2.32, br ddd (14.2, 7.2, 6.8) 2.28, br ddd (14.2, 7.5, 6.5) | 2.44, br dd (7.2, 6.8) | 2.87, br ddd (7.5, 6.7, 1.5) | 2.87, ddd (7.3, 6.9, 1.0) |
| 9′ | 3.01, dt (6.2, 4.2) | 3.95, br ddd (8.3, 4.4, 3.1) | 3.60, dddd (6.8, 6.5, 6.1, 3.1) | 3.72, ddd (7.2, 6.8, 3.5) | 5.37, ddd (10.9, 7.5, 1.5) | 5.38, ddd (10.4, 7.3, 0.8) |
| 9′-OH | - | - | 5.01, br d (6.1) | - | - | - |
| 10′ | 2.97, dt (5.9, 4.2) | 3.56, m | 3.91, ddd (9.8, 3.7, 3.1) | 3.91, ddd (9.8, 3.9, 3.5) | 5.47, ddd (10.9, 7.3, 1.5) | 5.48, ddd (10.4, 7.3, 1.0) |
| 10′-OH | - | 4.95, br d (5.6) | - | - | - | - |
| 11′ | 1.55, m | 1.43, m | 1.76, ddt (14.4, 7.1, 3.7) 1.66, ddt (14.1, 4.6, 9.8) | 1.82, m 1.66, ddt (14.1, 4.6, 9.8) | 2.04, m | 2.05, dt (14.7, 7.3) |
| 12′ | 1.44, m | 1.26, m | 1.45, m 1.33, m | 1.43, m 1.33, m | 1.39, m | 1.36, m |
| 13′ | 1.28–1.41 | 1.20–1.36 | 1.20–1.36 | 1.20–1.36 | 1.20–1.35 | 1.28–1.41 |
| 14′ | 1.28–1.41 | 1.20–1.36 | 1.20–1.36 | 1.20–1.36 | 1.20–1.35 | 1.28–1.41 |
| 15′ | 1.28–1.41 | 1.20–1.36 | 1.20–1.36 | 1.20–1.36 | 1.24, m | 1.28–1.41 |
| 16′ | 1.30, m | 1.25, m | 1.24, m | 1.26, m | 1.32, m | 1.30, m |
| 17′ | 1.32, m | 1.27, m | 1.27, m | 1.28, m | 0.89, t (7.0) | 1.30, m |
| 18′ | 0.89, t (7.0) | 0.86, t (6.9) | 0.86, t (6.8) | 0.88, t (7.2) | - | 0.89, t (6.9) |
a CDCl3; b DMSO-d6.